title: Use of the NEO strategy (Nucleophilic addition/Epoxide Opening) for the synthesis of a new C-galactoside ester analogue of KRN 7000.
abstract: Our goal in the search for potentially bioactive analogues of KRN 7000 was to design an easy synthetic approach to a library of analogues using a strategy recently developed in our laboratory based on a Nucleophilic addition followed by an Epoxide Opening (the NEO strategy). Through the use of a common pivotal structure, a new C-galactoside ester analogue (23) was synthesized which showed an encouraging T(H)2 biased response during preliminary biological tests.
authors.affiliation: ICMR UMR 6229, Université de Reims Champagne-Ardenne, BP 1039, 51687 REIMS Cedex, France. A.Banchet@laposte.net
authors.forename: Aline
authors.initials: A
authors.lastname: Banchet-Cadeddu
authors.forename: Agathe
authors.initials: A
authors.lastname: Martinez
authors.forename: Stéphane
authors.initials: S
authors.lastname: Guillarme
authors.forename: Véronique
authors.initials: V
authors.lastname: Parietti
authors.forename: Fanny
authors.initials: F
authors.lastname: Monneaux
authors.forename: Eric
authors.initials: E
authors.lastname: Hénon
authors.forename: Jean-Hugues
authors.initials: JH
authors.lastname: Renault
authors.forename: Jean-Marc
authors.initials: JM
authors.lastname: Nuzillard
authors.forename: Arnaud
authors.initials: A
authors.lastname: Haudrechy
mesh_terms: D000818:Animals; D049109:Cell Proliferation; D002478:Cells, Cultured; D004952:Esters; D005697:Galactosides / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D005699:Galactosylceramides / Q000737:chemistry*; D006017:Glycolipids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D007371:Interferon-gamma / Q000378:metabolism; D015847:Interleukin-4 / Q000378:metabolism; D051379:Mice
chemical_list: D004952:Esters; D005697:Galactosides; D005699:Galactosylceramides; D006017:Glycolipids; D015847:Interleukin-4; D007371:Interferon-gamma; C103873:KRN 7000